INTRODUCTION OF ELECTROPHILES TO THE ALPHA-POSITION OF ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES BY SEQUENTIAL CONJUGATE AMINOSILYLATION-ALKYLATION-DEAMINATION .121. STUDIES ON ORGANOSILICON CHEMISTRY

被引：12

作者：

HOJO, M ^{[1
]}

NAGAYOSHI, M ^{[1
]}

FUJII, A ^{[1
]}

YANAGI, T ^{[1
]}

ISHIBASHI, N ^{[1
]}

MIURA, K ^{[1
]}

HOSOMI, A ^{[1
]}

机构：

[1] UNIV TSUKUBA, DEPT CHEM, TSUKUBA, IBARAKI 305, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 04期

关键词：

D O I：

10.1246/cl.1994.719

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Silylamines add to alpha,beta-unsaturated aldehydes and ketones in 1,4-addition mode to generate amino-substituted silyl enol ethers without any catalysts. These easily isolable silyl enol ethers react with acetals and aldehydes in the presence of a Lewis acid to give alpha-alkoxyalkyl and alpha-hydroxyalkyl substituted alpha,beta-unsaturated carbonyl compounds, respectively, after deamination by treatment with silica gel.

引用

页码：719 / 722

页数：4

共 7 条

[1]

Chapdelaine M.J., 1990, ORGANIC REACTIONS, P225

[2] NOVEL STEREOSPECIFIC SILYL GROUP TRANSFER-REACTIONS - PRACTICAL ROUTES TO THE PROSTAGLANDINS [J].